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    5. Learn Keelboat Sailing in Monterey 3-4 Day Course
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    Learn Keelboat Sailing in Monterey 3-4 Day Course

    Train to sail a 30-foot keelboat in a 3–4 day course (max 4 students)

    4.9 stars• 229 reviews
    From$1,058/ personincl. taxes and fees

    Duration

    3 - 4 Days

    Ideal For

    Up to 4 people

    Includes

    Lunch break, Instruction

    Highlights

    Build practical sailing skills over three to four days as you train on a 30-foot keelboat in light to moderate conditions. Classes are limited to four students and meet at 78 Old Fisherman's Wharf in Monterey.

    • Practice skippering and crewing on a 30-foot keelboat
    • Learn and tie important knots
    • Identify sailboat parts and points of sail
    • Perform maneuvers like tacking, jibing, reefing, and heaving to
    • Complete written and skills tests for certification awards
    • Take a lunch break around 1pm each day

    What's Included

    • Lunch break around 1pm

    Things to know

    You must complete a two-hour Introduction to Sailing course or get special permission from a Sail Monterey instructor before enrolling. Tipping instructors is recommended at course completion; clarify the amount with Greetwell before booking.

    Cancellation Policy

    Cancel at least 14 days before the first day of class for a refund. Late or absent students do not receive a refund and must pay full price for another class. If the instructor cancels due to unforeseen circumstances (ie. weather or maintenance), you are entitled to a full refund.

    FAQs

    Complete the two-hour Introduction to Sailing course before you enroll, or get special permission from a Sail Monterey instructor.

    Plan for 10:00am to around 3:30pm each day. Arrive at least 15 minutes before the start time.

    Dress in layers based on the weather. Wear flat-bottom, non-marking, closed-toe shoes (white soles are recommended). Bring a hat, sunglasses, and sunscreen, and wear a waterproof or water-resistant outer layer.

    Meeting details

    78 Old Fisherman's Wharf

    Experience provided by Sail Monterey
    Experience provided by Sail Monterey

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #AM6UVN

    Student

    $1,058.94

    0

    Private ASA Class

    $4,213.50

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    229 reviews•Google Maps
    218
    7
    1
    0
    3

    Monterey Bay sailing doesn't get much better than this. Paul and his team of captains, including Tiki, Kiwi, Tanya, and Vince, have built something genuinely special here. Families, couples, and first-timers all seem to walk away raving, and the enthusiasm these captains bring is clearly contagious. Wildlife sightings, including whales, sea lions, and otters, add an extra layer of magic to what's already a beautiful setting. For those curious about learning to sail, the intro and ASA certification courses earn particularly high praise. Captain Kiwi has a real gift for teaching, breaking down technical concepts in ways that actually stick, while Tanya brings impressive organization and warmth to the longer courses. Even on breezy or less-than-ideal days, the team communicates proactively and makes the most of conditions. The one hiccup worth noting is a cancellation that happened with short notice, so if your schedule is tight, it's worth confirming closer to your departure time.

    What people are saying

    Review 1 of 5
    5/5

    Great sail and great captain!

    Photo of C Rosare

    C Rosare

    May 5, 2026

    Review 1 of 1
    5/5

    Great sail and great captain!

    Photo of C Rosare

    C Rosare

    May 5, 2026

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